Teriflunomide - Moligand™, ≥99% , Inhibitor of dihydroorotate dehydrogenase (quinone), CAS No.108605-62-5, Inhibitor of dihydroorotate dehydrogenase (quinone)

CAS: 108605-62-5 Cat. No.: T129937 Molecular Weight: 270.21 EC Number: 685-149-5 PubChem CID: 54684141

GRADE & PURITY Moligand™, ≥99%

Synonyms

J-010046 | MFCD00910058 | HY-110159 | NCGC00263218-07 | A771726 | A-771726 | A77-1726 | A801897 | SW219377-1 | 2-Butenamide, 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)- | 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)but-2-enamide | Aubagio | HMS388

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

J-010046 | MFCD00910058 | HY-110159 | NCGC00263218-07 | A771726 | A-771726 | A77-1726 | A801897 | SW219377-1 | 2-Butenamide, 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)- | 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)but-2-enamide | Aubagio | HMS388

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Inhibitor of dihydroorotate dehydrogenase (Kd= 12 nM; Ki= 179 nM). Inhibits proliferation of mitogen- or cytokine-stimulated lymphoid cellsin vitroby inhibiting cell cycle progression from G1to S. Imunosuppressive agent. Active metabolite ofleflunomide.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of dihydroorotate dehydrogenase (quinone)

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504771363
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771363
• Canonical Smiles: CC(=C(C#N)C(=O)NC1=CC=C(C=C1)C(F)(F)F)O
• IUPAC Name: (Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
• InChIKey: UTNUDOFZCWSZMS-YFHOEESVSA-N
• INCHI: 1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-
• Isomeric SMILES: C/C(=C(\C#N)/C(=O)NC1=CC=C(C=C1)C(F)(F)F)/O
• PubChem CID: 54684141
• UN Number: 3439
• Packing Group: III
• Molecular Weight: 270.21

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Trifluoromethylbenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Trifluoromethylbenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Trifluoromethylbenzenes
• Alternative Parents: Anilides N-arylamides Vinylogous acids Secondary carboxylic acid amides Nitriles Enols Organopnictogen compounds Organofluorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Trifluoromethylbenzene - Anilide - N-arylamide - Vinylogous acid - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Enol - Carbonitrile - Nitrile - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl fluoride - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
• External Descriptors: nitrile - enamide - aromatic amide - enol - (trifluoromethyl)benzenes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DHFR Tclin Dihydrofolate reductase (1 Activities)

Discover Target: DHFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DHODH Tclin Dihydroorotate dehydrogenase (quinone), mitochondrial (17 Activities)

Discover Target: DHODH

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 27.02, Max Conc. mM: 100
• Molecular Weight: 270.210 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 270.062 Da
• Monoisotopic Mass: 270.062 Da
• Topological Polar Surface Area: 73.100 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 426.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1